136597-79-0

Basic information

• Product Name: (2R,3R)-2,3-BIS(BUTYLAMINO)BUTANE-1,4-DIOL
• Synonyms: (2R,3R)-2,3-BIS(BUTYLAMINO)BUTANE-1,4-DIOL
• CAS NO: 136597-79-0
• Molecular Formula: C₁₈H₂₄N₂O₂
• Molecular Weight: 0
• Mol File: 136597-79-0.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (2R,3R)-2,3-BIS(BUTYLAMINO)BUTANE-1,4-DIOL(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3R)-2,3-BIS(BUTYLAMINO)BUTANE-1,4-DIOL(136597-79-0)
• EPA Substance Registry System: (2R,3R)-2,3-BIS(BUTYLAMINO)BUTANE-1,4-DIOL(136597-79-0)

Safety Data

• Hazardous Substances Data: 136597-79-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(2R,3R)-2,3-BIS(BUTYLAMINO)BUTANE-1,4-DIOL is used as a chiral building block for the synthesis of complex molecules and pharmaceuticals. Its unique structure and chiral properties make it a valuable tool in creating enantiomerically pure compounds, which are essential for the development of effective and safe medications.
Used in Agrochemical Industry:
In the agrochemical industry, (2R,3R)-2,3-BIS(BUTYLAMINO)BUTANE-1,4-DIOL serves as a chiral building block for the synthesis of enantiomerically pure agrochemicals. This ensures the development of more targeted and environmentally friendly products.
Used in Chiral Catalysts:
(2R,3R)-2,3-BIS(BUTYLAMINO)BUTANE-1,4-DIOL is used as a chiral catalyst in various chemical reactions. Its chiral properties enable the selective formation of desired enantiomers, improving the efficiency and selectivity of the synthesis process.
Used in Chiral Ligands:
(2R,3R)-2,3-BIS(BUTYLAMINO)BUTANE-1,4-DIOL is also employed as a chiral ligand in asymmetric catalysis. Its unique structure aids in the enantioselective synthesis of complex molecules, which is crucial for the development of advanced pharmaceuticals and agrochemicals.
Used as a Chiral Resolving Agent:
(2R,3R)-2,3-BIS(BUTYLAMINO)BUTANE-1,4-DIOL is utilized as a chiral resolving agent to separate enantiomers. This is important for obtaining pure enantiomers, which is essential for the safety and efficacy of pharmaceuticals and agrochemicals.

Upstream product

• 17137-55-2 (2S,3S)-2,3-di(methanesulfonyloxy)-1,4-dibenzyloxybutane 
• 17401-06-8 (2S,3S)-1,4-bis(benzyloxy)-2,3-butanediol 
• 167937-19-1 (2R,3R)-1,4-dibenzyloxy-2,3-dimethanesulfonyloxybutane 
• 100-51-6 benzyl alcohol 
• 91604-41-0 (R,R)-1,4-dibenzylthreitol 
• 133268-20-9 D-2,3-diazido-1,4-dibenzoylbutane 

Downstream Products

• 139951-78-3 (5S,6S)-5,6-Bis-benzyloxymethyl-piperazine-2,3-dione 
• 191354-85-5 (2S,3S)-1,4-dibenzyloxy-2,3-bis(benzoylamino)butane 
• 890662-56-3 (2S,3S)-1,4-dibenzyloxy-2,3-bis(2-pyridinoylamino)butane 
• 263752-01-8 N-[(1S,2S)-3-Benzyloxy-1-benzyloxymethyl-2-(2,2-dimethyl-propionylamino)-propyl]-2,2-dimethyl-propionamide 
• 263752-03-0 C₃₂H₂₈Cl₄N₂O₄ 
• 263752-02-9 C₃₂H₄₄N₂O₄ 
• 17137-66-5 (2S,3S)-1,4-dibenzyloxy-2,3-bis(acetamino)butane 
• 444024-84-4 (4S,5S)-4,5-Bis-benzyloxymethyl-1-methyl-imidazolidin-2-one 
• 444024-87-7 (4S,5S)-4,5-Bis-benzyloxymethyl-1,3-diisopropyl-imidazolidin-2-one 
• 444024-86-6 (4S,5S)-4,5-Bis-benzyloxymethyl-1,3-diethyl-imidazolidin-2-one 
• 444024-88-8 (4S,5S)-4,5-Bis-benzyloxymethyl-1,3-diisobutyl-imidazolidin-2-one 
• 444024-90-2 (4S,5S)-4,5-Bis-benzyloxymethyl-1,3-diphenyl-imidazolidin-2-one 
• 444024-89-9 (4S,5S)-1,3-Dibenzyl-4,5-bis-benzyloxymethyl-imidazolidin-2-one 
• 139951-79-4 (2S,3S)-2,3-Bis-benzyloxymethyl-piperazine 

Relevant articles and documents

β,γ-Bis-substituted PNA with configurational and conformational switch: Preferred binding to cDNA/RNA and cell-uptake studies

(S,S)- and (R,R)-β,γ-Bis-substituted PNAs were synthesized from the C-2 symmetric vicinal diamine system embedded in 1,4 dihydroxybutane and 1,4-dimethoxybutane scaffolds. (R,R)-β,γ-Bis-methoxymethyl-PNA derived from d-tartaric acid was found to be in the

Synthesis, structure and reactivity of an Evans-type bis(imide) derived from a C2-symmetric bis(oxazolidinone). A reluctant chiral auxiliary

This paper describes the enantiospecific synthesis of the C2-symmetric bis(oxazolidinone) 9 from (-)-1,4-di-O-benzyl-L-threitol (3). Compound 9 was intended for use as a bifunctional chiral auxiliary in asymmetric alkylation and aldol reactions. However, in the presence of strong non-nucleophilic bases the bis(imide) derivative 10 (the structure of which has been studied in detail by means of NMR spectroscopy, X-ray crystallography and computational methods) did not react with external electrophiles. This lack of reactivity has been interpreted on the basis of a conformational analysis of 10.

Efficient synthesis of (2R,3R)- and (2S,3S)-2,3-diaminobutane-1,4-diol and their dibenzyl ethers

(2R,3R)-2,3-Diaminobutane-1,4-diol 6 and its dibenzyl ether 7 were efficiently synthesized starting from L-tartaric acid 1a. The crucial step, debenzylation of intermediate dibenzyloxydiazide 4, was accomplished in good yield by boron trichloride-dimethyl sulfide complex. The enantiomeric series was similarly obtained starting from D-tartaric acid.

Synthesis of new C2-symmetric bioxazoles and application as chiral ligands in asymmetric hydrosilylation

New C2-symmetric chiral (4S,4'S)-bioxazoles 3a and 3b, possessing chirality on their backbone, were synthesized efficiently starting from L-tartaric acid. The structure of 3a was determined by X-ray crystal structure analysis. With these novel

Synthesis of chiral 2,3-disubstituted 1,4-diazabicyclo [2.2.2] octane. New ligand for the osmium-catalyzed asymmetric dihydroxylation of olefins

Chiral 2,3-disubstituted 1,4-diazabicyclo[2.2.2]octane (DABCO) derivatives have been synthesized and utilized as a chiral ligand for the osmium-catalyzed asymmetric dihydroxylation of olefins. Optically active diols in up to 41%ee are obtained in good yields.